Hillsdale Holiday Rentals

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Our top choices for Hillsdale holiday rentals

Reflections Retreat on Lake Magnor in Clayton, WI with beautiful lake view

Reflections Retreat on Lake Magnor in Clayton, WI with beautiful lake view
Clayton
10.0 out of 10, Exceptional, (5)
"This was a wonderful time of relaxation!"
United States
Sean H.
The price is AU$416
includes taxes & fees
5 Jan - 6 Jan 2026
Reflections Retreat on Lake Magnor in Clayton, WI with beautiful lake view

Lake Street Retreat: Charming Getaway with Stunning Lake View Sunsets

Lake Street Retreat: Charming Getaway with Stunning Lake View Sunsets
Cumberland
9.8 out of 10, Exceptional, (7)
"Great place to stay- lots of room to spread out and enjoy friends & family. Close to the beach to watch a sunset or take a walk to Eagle Point. "
United States
Lisa B.
The price is AU$624
includes taxes & fees
31 Dec - 1 Jan 2026
Lake Street Retreat: Charming Getaway with Stunning Lake View Sunsets

A chain of lakes cabin for amazing views, remodeled basement, pontoon to rent

A chain of lakes cabin for amazing views, remodeled basement, pontoon to rent
Chetek
10.0 out of 10, Exceptional, (67)
"Great location "
United States
Kevin G.
The price is AU$765
includes taxes & fees
6 Jan - 7 Jan 2026
A chain of lakes cabin for amazing views, remodeled basement, pontoon to rent

Four season luxury modern lakefront home with fire pit

Four season luxury modern lakefront home with fire pit
Turtle Lake
10.0 out of 10, Exceptional, (10)
"Very nice place"
United States
pirek72 ..
The price is AU$455
includes taxes & fees
8 Jan - 9 Jan 2026
Four season luxury modern lakefront home with fire pit
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Find out more about Hillsdale

Everything you need to know about Hillsdale holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hillsdale holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hillsdale holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Hillsdale holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hillsdale. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hillsdale holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hillsdale holiday rentals we have selected for you start as low as AU$455 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Hillsdale rentals

At Expedia, we put the best Hillsdale holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hillsdale rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hillsdale holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hillsdale. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Hillsdale?

Yes, there are holiday rentals close to the most popular sights in Hillsdale, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Hillsdale has to offer?

Spacious Waterfront with large deck, 2 Docks and Bar/game room: This holiday home rental outside of Hillsdale is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Hillsdale?

While you're exploring the area, Lake Chetek and Cedar Side Walking Trail are a couple of picturesque spots to get outside and enjoy nature. Prairie Lake Townhall and Barron County Historical Society Pioneer Village Museum are a couple of places you'll find in the wider area.

What’s a holiday rental in Hillsdale like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hillsdale. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a small group gathering.